DE3032612A1 - Gewuenschtenfalls sulfierte partialester von mehrwertigen alkoholen - verfahren zu ihrer herstellung und ihre verwendung als hautfreundliche, nicht ionogene und/oder anionenaktive oberflaechenaktive substanzen - Google Patents
Gewuenschtenfalls sulfierte partialester von mehrwertigen alkoholen - verfahren zu ihrer herstellung und ihre verwendung als hautfreundliche, nicht ionogene und/oder anionenaktive oberflaechenaktive substanzenInfo
- Publication number
- DE3032612A1 DE3032612A1 DE19803032612 DE3032612A DE3032612A1 DE 3032612 A1 DE3032612 A1 DE 3032612A1 DE 19803032612 DE19803032612 DE 19803032612 DE 3032612 A DE3032612 A DE 3032612A DE 3032612 A1 DE3032612 A1 DE 3032612A1
- Authority
- DE
- Germany
- Prior art keywords
- partial esters
- diels
- sulfated
- maleic anhydride
- skin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 238000000034 method Methods 0.000 title claims description 10
- 239000013543 active substance Substances 0.000 title description 6
- 238000004519 manufacturing process Methods 0.000 title description 3
- 150000001298 alcohols Chemical class 0.000 title description 2
- 150000002148 esters Chemical class 0.000 claims abstract description 47
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 17
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 12
- 238000005698 Diels-Alder reaction Methods 0.000 claims abstract description 11
- 239000004094 surface-active agent Substances 0.000 claims abstract description 11
- 150000002016 disaccharides Chemical class 0.000 claims abstract description 10
- 150000002772 monosaccharides Chemical class 0.000 claims abstract description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 18
- 150000001735 carboxylic acids Chemical class 0.000 claims description 14
- 239000002537 cosmetic Substances 0.000 claims description 13
- 238000002360 preparation method Methods 0.000 claims description 13
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 10
- 230000000844 anti-bacterial effect Effects 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 9
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 claims description 8
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 claims description 7
- 229960002703 undecylenic acid Drugs 0.000 claims description 7
- 230000000855 fungicidal effect Effects 0.000 claims description 6
- 235000010265 sodium sulphite Nutrition 0.000 claims description 5
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 4
- 229910052740 iodine Inorganic materials 0.000 claims description 4
- 239000011630 iodine Substances 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 229930006000 Sucrose Natural products 0.000 abstract description 18
- 239000005720 sucrose Substances 0.000 abstract description 18
- 239000002253 acid Substances 0.000 abstract description 16
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 abstract description 11
- 150000007513 acids Chemical class 0.000 abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract description 3
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 abstract description 2
- 239000000047 product Substances 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- -1 fatty acid esters Chemical class 0.000 description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- 235000000346 sugar Nutrition 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 239000000194 fatty acid Substances 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 239000007795 chemical reaction product Substances 0.000 description 7
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 7
- 229960003656 ricinoleic acid Drugs 0.000 description 7
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 6
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
- 239000003755 preservative agent Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 230000002335 preservative effect Effects 0.000 description 5
- 230000035484 reaction time Effects 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 235000019197 fats Nutrition 0.000 description 4
- 239000002085 irritant Substances 0.000 description 4
- 231100000021 irritant Toxicity 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- 150000003445 sucroses Chemical class 0.000 description 4
- 238000005809 transesterification reaction Methods 0.000 description 4
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 4
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 4
- 244000060011 Cocos nucifera Species 0.000 description 3
- 235000013162 Cocos nucifera Nutrition 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000003899 bactericide agent Substances 0.000 description 3
- 229960000541 cetyl alcohol Drugs 0.000 description 3
- 239000002781 deodorant agent Substances 0.000 description 3
- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 229910000027 potassium carbonate Inorganic materials 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000007127 saponification reaction Methods 0.000 description 3
- 239000002453 shampoo Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 239000005662 Paraffin oil Substances 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 244000052616 bacterial pathogen Species 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- WMJRPJZQQSSDBU-UHFFFAOYSA-L disodium;sulfite;heptahydrate Chemical compound O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])=O WMJRPJZQQSSDBU-UHFFFAOYSA-L 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 210000004400 mucous membrane Anatomy 0.000 description 2
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 229960004063 propylene glycol Drugs 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- ABWVLWHPVBHFLQ-UHFFFAOYSA-M sodium;2-oxo-3-phenylpropanoate;hydrate Chemical compound O.[Na+].[O-]C(=O)C(=O)CC1=CC=CC=C1 ABWVLWHPVBHFLQ-UHFFFAOYSA-M 0.000 description 2
- 230000003381 solubilizing effect Effects 0.000 description 2
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 2
- GAWWVVGZMLGEIW-GNNYBVKZSA-L zinc ricinoleate Chemical compound [Zn+2].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O.CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O GAWWVVGZMLGEIW-GNNYBVKZSA-L 0.000 description 2
- 229940100530 zinc ricinoleate Drugs 0.000 description 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 1
- 241000222122 Candida albicans Species 0.000 description 1
- 241001478240 Coccus Species 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- 208000001840 Dandruff Diseases 0.000 description 1
- 231100000635 Draize test Toxicity 0.000 description 1
- 241000588722 Escherichia Species 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 241000208680 Hamamelis mollis Species 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 235000021319 Palmitoleic acid Nutrition 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical group 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229940095731 candida albicans Drugs 0.000 description 1
- 239000002026 chloroform extract Substances 0.000 description 1
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- CCQPAEQGAVNNIA-UHFFFAOYSA-N cyclobutane-1,1-dicarboxylic acid Chemical class OC(=O)C1(C(O)=O)CCC1 CCQPAEQGAVNNIA-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000012217 deletion Methods 0.000 description 1
- 230000037430 deletion Effects 0.000 description 1
- 230000001877 deodorizing effect Effects 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 231100000286 mucous membrane, eye irritation or corrosion testing Toxicity 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000059 polyethylene glycol stearate Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 235000019719 rose oil Nutrition 0.000 description 1
- 239000010666 rose oil Substances 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 230000019635 sulfation Effects 0.000 description 1
- 238000005670 sulfation reaction Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229940118846 witch hazel Drugs 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
- C07H13/08—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals directly attached to carbocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
- C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
- C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
- C07H13/06—Fatty acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/14—Preparations for removing make-up
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/006—Antidandruff preparations
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Oncology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
- Saccharide Compounds (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803032612 DE3032612A1 (de) | 1980-08-29 | 1980-08-29 | Gewuenschtenfalls sulfierte partialester von mehrwertigen alkoholen - verfahren zu ihrer herstellung und ihre verwendung als hautfreundliche, nicht ionogene und/oder anionenaktive oberflaechenaktive substanzen |
| US06/240,606 US4376789A (en) | 1980-08-29 | 1981-03-04 | Surfactants which are polyhydric alcohol partial esters of adducts of maleic anhydride with an unsaturated carboxylic acid |
| DK374081A DK374081A (da) | 1980-08-29 | 1981-08-24 | Eventuelt sulferede partialestere af polyvalente alkoholer fremgangsmaade til deres fremstilling og deres anvendelse som hudvenlige ikke ionogene og eller anionaktive overfladeaktive stoffer |
| DE8181106582T DE3162891D1 (en) | 1980-08-29 | 1981-08-25 | Partially esterified polyalcohols, possibly reacted with sodium sulphite, methods for their preparation and their use as non-ionic and/or anion-active tensioactive products kind to the skin |
| AT81106582T ATE6862T1 (de) | 1980-08-29 | 1981-08-25 | Gewuenschtenfalls mit natriumsulfit umgesetzte partialester von mehrwertigen alkoholen, verfahren zu ihrer herstellung und ihre verwendung als hautfreundliche, nicht ionogene und/oder anionenaktive oberflaechenaktive substanzen. |
| EP81106582A EP0046970B2 (de) | 1980-08-29 | 1981-08-25 | Gewünschtenfalls mit Natriumsulfit umgesetzte Partialester von mehrwertigen Alkoholen, Verfahren zu ihrer Herstellung und ihre Verwendung als hautfreundliche, nicht ionogene und/oder anionenaktive oberflächenaktive Substanzen |
| ZA815881A ZA815881B (en) | 1980-08-29 | 1981-08-25 | Surfactants which are polyhydric alcohol partial esters of adducts of maleic anhydride with an unsaturated carboxylic acid |
| PT73566A PT73566B (en) | 1980-08-29 | 1981-08-25 | Process for the preparation of partial esters of difunctional and polyfunctional eventually sulphited alcohols useful as non ionising and/or anionising surface-active substances for promoting the protection of skin |
| JP56133434A JPS5772940A (en) | 1980-08-29 | 1981-08-27 | Partial ester formed from maleic acid anhydride- unsaturated carboxylic acid adduct and polyhydric alcohol, surfactant therefrom and manufacture |
| ES505043A ES8302018A1 (es) | 1980-08-29 | 1981-08-28 | Procedimiento para la preparacion de esteces paraciales, sulfonados en caso deseado, de alcoholes de funcionalidad dos y mayor (polivalentes). |
| AU74717/81A AU7471781A (en) | 1980-08-29 | 1981-08-28 | Surfactants which are polyhydric alcohol partial esters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803032612 DE3032612A1 (de) | 1980-08-29 | 1980-08-29 | Gewuenschtenfalls sulfierte partialester von mehrwertigen alkoholen - verfahren zu ihrer herstellung und ihre verwendung als hautfreundliche, nicht ionogene und/oder anionenaktive oberflaechenaktive substanzen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3032612A1 true DE3032612A1 (de) | 1982-03-25 |
Family
ID=6110697
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19803032612 Ceased DE3032612A1 (de) | 1980-08-29 | 1980-08-29 | Gewuenschtenfalls sulfierte partialester von mehrwertigen alkoholen - verfahren zu ihrer herstellung und ihre verwendung als hautfreundliche, nicht ionogene und/oder anionenaktive oberflaechenaktive substanzen |
| DE8181106582T Expired DE3162891D1 (en) | 1980-08-29 | 1981-08-25 | Partially esterified polyalcohols, possibly reacted with sodium sulphite, methods for their preparation and their use as non-ionic and/or anion-active tensioactive products kind to the skin |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8181106582T Expired DE3162891D1 (en) | 1980-08-29 | 1981-08-25 | Partially esterified polyalcohols, possibly reacted with sodium sulphite, methods for their preparation and their use as non-ionic and/or anion-active tensioactive products kind to the skin |
Country Status (10)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3129826A1 (de) * | 1981-07-29 | 1983-04-28 | Grillo-Werke Ag, 4100 Duisburg | Zinksalz der hydrolisierten tricarbonsaeure aus diels-alder-addukten von maleinsaeureanhydrid an undecylensaeure, verfahren zur herstellung derselben und ihre verwendung |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4701443A (en) * | 1983-03-22 | 1987-10-20 | Baxter Travenol Laboratories, Inc. | Nutrient polyesters |
| US4740367A (en) * | 1984-07-19 | 1988-04-26 | Westvaco Corporation | Vegetable oil adducts as emollients in skin and hair care products |
| GB2169201B (en) * | 1984-07-19 | 1988-07-06 | Westvaco Corp | Vegetable oil adducts as emollients in skin and hair care products |
| US4919925A (en) * | 1987-07-17 | 1990-04-24 | Nippon Zeon Co., Ltd. | Deodorant, deodorizing composite material, deodorizing resin composition, deodorizing resin articles and deodorizing foam |
| DE3726636C1 (de) * | 1987-08-11 | 1988-10-06 | Grillo Werke Ag | Desodorantien und ihre Verwendung |
| DE3808114A1 (de) * | 1988-03-11 | 1989-09-21 | Grillo Werke Ag | Mittel mit desodorierender wirkung |
| DE4015733A1 (de) * | 1990-05-16 | 1991-11-21 | Grillo Werke Ag | Verfahren zur loesungsmittelfreien herstellung von mono- und/oder diestern des (alpha)-d-methylglukosids |
| GB9021417D0 (en) * | 1990-10-02 | 1990-11-14 | Unilever Plc | Cosmetic composition |
| IN184497B (enrdf_load_stackoverflow) * | 1990-10-12 | 2000-08-26 | Procter & Gamble | |
| EG20886A (en) * | 1993-06-18 | 2000-05-31 | Procter & Gamble | Personal cleansing system comprising a plolymeric diamon-mesh bath sponge and a liquid cleanser with moisturizer |
| US5977039A (en) * | 1994-04-21 | 1999-11-02 | The Procter & Gamble Company | Personal cleansing system comprising a personal cleansing implement and a liquid cleanser with moisturizer |
| CN1173127A (zh) * | 1994-12-06 | 1998-02-11 | 普罗克特和甘保尔公司 | 含成胶聚合物和脂类的贮存稳定的洁肤液体组合物 |
| ATE179595T1 (de) * | 1994-12-06 | 1999-05-15 | Procter & Gamble | Lagerbeständige flüssige hautreinigungszusammensetzung mit gelbindenden polymeren, lipiden und athylenglykolfettsäureestern |
| US5731450A (en) * | 1995-10-18 | 1998-03-24 | Isp Van Dyk Inc. | Oil adduct conditioners |
| IT1302023B1 (it) * | 1998-08-13 | 2000-07-20 | Manetti & Roberts Italo Brit | Composizione cosmetica deodorante e/o idratante. |
| ES2338803T3 (es) * | 2004-10-26 | 2010-05-12 | Dow Global Technologies Inc. | Metodo para alcoxilar compuestos que contienen hidrogeno activo y los compuestos alcoxilados obtenidos. |
| DE102004054620A1 (de) | 2004-11-11 | 2006-06-08 | Henkel Kgaa | Geranonitril-Substitut |
| MX2010005212A (es) * | 2007-11-28 | 2010-05-21 | Colgate Palmolive Co | Aducto de aceite etoxilado y/o hidrogenado. |
| RU2469702C2 (ru) * | 2007-11-28 | 2012-12-20 | Колгейт-Палмолив Компани | α- ИЛИ β-ГИДРОКСИКИСЛОТНЫЕ АДДУКТЫ МАСЛА |
| WO2019115478A1 (en) | 2017-12-11 | 2019-06-20 | Clariant International Ltd | Composition for inhibiting micro-organisms |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2137616A (en) * | 1935-06-21 | 1938-11-22 | Sherwin Williams Co | Synthetic resin and method of making the same |
| US2839550A (en) * | 1953-02-20 | 1958-06-17 | Konink Stearine Kaarsenfabriek | Process for the manufacture of condensation products of mono-unsaturated fatty acids or esters of the same |
| US3053830A (en) * | 1959-11-02 | 1962-09-11 | Monsanto Chemicals | Process for preparing carbohydrate mono-esters |
| US3219657A (en) * | 1961-02-27 | 1965-11-23 | Monsanto Co | Saccharide polydicarboxylate half-esters |
| US3098065A (en) * | 1961-04-12 | 1963-07-16 | Economics Lab | Organic compounds and process of producing them |
| DE2357951C3 (de) * | 1973-11-21 | 1978-10-19 | Basf Ag, 6700 Ludwigshafen | Verwendung von en-Addukten des Maleinsäureanhydrids als Korrosionsschutzmittel |
| US4150041A (en) * | 1975-01-31 | 1979-04-17 | Agency Of Industrial Science & Technology | Method for manufacture of poly-fatty acids and maleic anhydride-added fatty acids |
| DE2651438B2 (de) * | 1976-11-11 | 1980-01-24 | Grillo-Werke Ag, 4100 Duisburg | Verwendung eines Zusatzmittels zu Wasser zur Verhinderung von Ansatzbildungen an Heizflächen insbesondere von thermischen Meerwasserentsalzungsanlagen |
-
1980
- 1980-08-29 DE DE19803032612 patent/DE3032612A1/de not_active Ceased
-
1981
- 1981-03-04 US US06/240,606 patent/US4376789A/en not_active Expired - Fee Related
- 1981-08-24 DK DK374081A patent/DK374081A/da not_active Application Discontinuation
- 1981-08-25 ZA ZA815881A patent/ZA815881B/xx unknown
- 1981-08-25 AT AT81106582T patent/ATE6862T1/de not_active IP Right Cessation
- 1981-08-25 EP EP81106582A patent/EP0046970B2/de not_active Expired
- 1981-08-25 PT PT73566A patent/PT73566B/pt unknown
- 1981-08-25 DE DE8181106582T patent/DE3162891D1/de not_active Expired
- 1981-08-27 JP JP56133434A patent/JPS5772940A/ja active Granted
- 1981-08-28 ES ES505043A patent/ES8302018A1/es not_active Expired
- 1981-08-28 AU AU74717/81A patent/AU7471781A/en not_active Abandoned
Non-Patent Citations (10)
| Title |
|---|
| C.A., 1972, 76, 29524 * |
| C.A., 1973, 79, 7158 * |
| C.A., 1975, 83, 178329 * |
| C.A., 1975, 83, 27496 * |
| C.A., 1976, 84, 91967 * |
| C.A., 1978, 88, 22149 * |
| C.A., 1978, 89, 76632 * |
| C.A., 1979, 91, 22764 * |
| Fette, Seifen, Anstrichmittel, 71, 1969, 644-652 * |
| J. Amer. Oil Chem. Soc., 1971, 48, 686-688 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3129826A1 (de) * | 1981-07-29 | 1983-04-28 | Grillo-Werke Ag, 4100 Duisburg | Zinksalz der hydrolisierten tricarbonsaeure aus diels-alder-addukten von maleinsaeureanhydrid an undecylensaeure, verfahren zur herstellung derselben und ihre verwendung |
Also Published As
| Publication number | Publication date |
|---|---|
| ATE6862T1 (de) | 1984-04-15 |
| JPS5772940A (en) | 1982-05-07 |
| EP0046970B2 (de) | 1988-04-06 |
| EP0046970B1 (de) | 1984-03-28 |
| DE3162891D1 (en) | 1984-05-03 |
| JPS6141502B2 (enrdf_load_stackoverflow) | 1986-09-16 |
| DK374081A (da) | 1982-03-01 |
| AU7471781A (en) | 1982-03-04 |
| ES505043A0 (es) | 1983-01-01 |
| PT73566A (en) | 1981-09-01 |
| PT73566B (en) | 1982-11-09 |
| EP0046970A3 (en) | 1982-03-17 |
| US4376789A (en) | 1983-03-15 |
| EP0046970A2 (de) | 1982-03-10 |
| ZA815881B (en) | 1982-08-25 |
| ES8302018A1 (es) | 1983-01-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0046970B2 (de) | Gewünschtenfalls mit Natriumsulfit umgesetzte Partialester von mehrwertigen Alkoholen, Verfahren zu ihrer Herstellung und ihre Verwendung als hautfreundliche, nicht ionogene und/oder anionenaktive oberflächenaktive Substanzen | |
| DE2734654C2 (de) | Quaternäre Ammoniumderivate von Lanolinfettsäuren enthaltende Mischungen | |
| EP0556660B1 (de) | Verwendungen von alpha-Hydroxyfettsäuren | |
| EP0020907B1 (de) | Verfahren zur Herstellung von Betainen | |
| DE69516584T2 (de) | Verfahren zur Herstellung von Amidoethercarbonsäure oder deren Salz und diese enthaltende oberflächenaktive Mischung | |
| EP0582246B1 (de) | Polyglycerinfettsäureestergemisch | |
| EP0579159B1 (de) | Verfahren zur Herstellung von Polyglycerinfettsäureestergemischen, und die Verwendung in kosmetischen, pharmazeutischen und/oder chemisch-technischen Zubereitungen | |
| DE3785627T2 (de) | Oberflaechenaktives mittel, abgeleitet von hydroxy-substituierten bi- oder tri-carbonsaeuren. | |
| DE2641748C2 (de) | Quaternäre N-(Hydroxyäthyl-dialkylammoniumpropyl)-nerzölamidsalze und diese Verbindungen enthaltende Haarkonditionier- und -weichmachmittel | |
| DD251748A5 (de) | Verfahren zur herstellung von estern der zitronensaeure | |
| CH644892A5 (de) | Wasch- und reinigungsmittel. | |
| DE2256526C3 (de) | Nicht-ionische polyhydroxylierte grenzflächenaktive Verbindungen, Verfahren zu deren Herstellung und daraus erhaltene Mittel | |
| EP0143245B1 (de) | Neue O/W-Emulgatoren für kosmetische Zwecke | |
| WO1988008293A1 (fr) | Shampooing capillaire et corporel renfermant un conservateur et emploi d'une combinaison de conservateurs | |
| DE2750731C3 (de) | Betaine und diese Verbindungen enthaltende Reinigungs-,Bade- und Desinfektionsmittel | |
| DE2752116C2 (de) | Salze von N-[N',N'-Bis(2-carboxyethyl)-aminoethyl]-N-(2-hydroxyethyl)-carbonsäureamiden, Verfahren zu ihrer Herstellung und ihre Verwendung als grenzflächenaktive Stoffe | |
| DE3129826C2 (enrdf_load_stackoverflow) | ||
| DE4111811A1 (de) | Citronensaeurefettalkoholesterpolyglykolether- sulfosuccinate, verfahren zu ihrer herstellung und ihre verwendung | |
| DE4136579A1 (de) | Polyolpolyethersulfosuccinate, verfahren zu ihrer herstelllung und ihre verwendung | |
| DE3521505C2 (de) | Grenzflächenaktive, anionische Verbindungen, Verfahren zu deren Herstellung und diese enthaltende kosmetische und pharmazeutische Mittel | |
| DE4111807A1 (de) | Fettsaeuremonoglyceridpolyglykolethersulfosucci-nate, verfahren zu ihrer herstellung und ihre verwendung | |
| DE19853842C9 (de) | Wasserlösliche Allantoin-Verbindung und Verfahren zur Herstellung einer wasserlöslichen Allantoin-Verbindung | |
| DE1907149A1 (de) | Biocide Aminosaeurederivate | |
| WO1988004920A1 (fr) | Produit de lavage des cheveux et du corps avec conservateurs, et emploi de conservateurs combines | |
| DE69100027T2 (de) | Traeger fuer therapeutische, aeusserlich anwendbare wirkstoffe sowie diesen traeger enthaltendes antiseptikum. |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OP8 | Request for examination as to paragraph 44 patent law | ||
| 8131 | Rejection |